The first enantioselective synthesis of the amino acid, (2S,3S,4R)-gamma-hydroxyisoleucine using a palladium(II) catalysed 3,3-sigmatropic rearrangement

Jamieson, A. G. , Sutherland, A. and Willis, C. L. (2004) The first enantioselective synthesis of the amino acid, (2S,3S,4R)-gamma-hydroxyisoleucine using a palladium(II) catalysed 3,3-sigmatropic rearrangement. Organic and Biomolecular Chemistry, 2, pp. 808-809. (doi: 10.1039/b401076k)

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Abstract

A synthetic route towards the synthesis of (2S,3S,4R)-γ-hydroxyisoleucine, the amino acid component of the natural product, funebrine has been developed using as the key step, a palladium(II) catalysed 3,3-sigmatropic rearrangement to create the (2S)-stereogenic centre.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Jamieson, Professor Andrew and Sutherland, Professor Andrew
Authors: Jamieson, A. G., Sutherland, A., and Willis, C. L.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
Publisher:Royal Society of Chemistry
ISSN:1477-0520
ISSN (Online):1477-0539
Published Online:19 February 2004

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